# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9_b_sq_sq
_database_code_depnum_ccdc_archive 'CCDC 2452318'
loop_
_audit_author_name
_audit_author_address
'Ming-Xing Zhang'
;Nanjing University
China
;
_audit_update_record             
;
2025-05-17 deposited with the CCDC.	2026-05-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H2 N O4 Zn'
_chemical_formula_weight         217.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           40
_space_group_name_H-M_alt        'A m a 2'
_space_group_name_Hall           'A 2 -2a'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, z'
'-x+1/2, y, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   21.073(3)
_cell_length_b                   18.348(3)
_cell_length_c                   5.8282(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2253.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3757
_cell_measurement_theta_min      2.9445
_cell_measurement_theta_max      27.4075

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.158
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6825
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.220
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2625
_reflns_number_gt                2398
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.795
_reflns_Friedel_fraction_max     0.957
_reflns_Friedel_fraction_full    0.995

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²+0.3274P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 939 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2625
_refine_ls_number_parameters     132
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0786
_refine_ls_wR_factor_ref         0.2397
_refine_ls_wR_factor_gt          0.2275
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.057
_refine_ls_shift/su_mean         0.004

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.250000 0.52973(6) 0.77067(17) 0.0237(4) Uani 1 2 d S T P . .
Zn2 Zn 0.32743(15) 0.59400(17) 0.2535(6) 0.0604(8) Uani 0.5 1 d . . P . .
O1 O 0.250000 0.1575(5) 0.4878(15) 0.0290(18) Uani 1 2 d S T P . .
O2 O 0.250000 0.1284(5) 0.1102(16) 0.0265(17) Uani 1 2 d S TU P . .
O3 O 0.250000 0.4417(5) 0.5766(19) 0.042(2) Uani 1 2 d S T P . .
O4 O 0.250000 0.5012(4) 0.244(2) 0.036(2) Uani 1 2 d S T P . .
O5 O 0.3387(3) 0.5295(3) 0.8926(10) 0.0255(14) Uani 1 1 d . . . . .
O6 O 0.3803(4) 0.5325(4) 0.5394(11) 0.0405(19) Uani 1 1 d . . . . .
C1 C 0.250000 0.1744(5) 0.285(2) 0.0215(18) Uani 1 2 d S T P . .
C2 C 0.250000 0.2514(7) 0.213(2) 0.038(3) Uani 1 2 d S T P . .
C3 C 0.250000 0.2780(18) 0.008(6) 0.091(8) Uani 1 2 d S TU P . .
H3 H 0.250000 0.251366 -0.127473 0.110 Uiso 1 2 d R U P . .
C4 C 0.250000 0.3555(9) 0.016(3) 0.070(7) Uani 1 2 d S T P . .
H4 H 0.250000 0.388566 -0.104662 0.084 Uiso 1 2 d R U P . .
C5 C 0.250000 0.3714(6) 0.243(3) 0.039(3) Uani 1 2 d S T P . .
C6 C 0.250000 0.4424(8) 0.358(2) 0.033(3) Uani 1 2 d S T P . .
C7 C 0.3850(4) 0.5250(4) 0.7494(17) 0.0216(15) Uani 1 1 d . . . . .
C8 C 0.4477(4) 0.5106(5) 0.8506(13) 0.0191(14) Uani 1 1 d . . . . .
C9 C 0.4676(5) 0.5088(7) 1.0759(15) 0.037(2) Uani 1 1 d . . . . .
H9 H 0.442317 0.516090 1.204596 0.044 Uiso 1 1 d R U . . .
N1 N 0.250000 0.3068(5) 0.359(2) 0.029(2) Uani 1 2 d S T P . .
H1A H 0.250000 0.302086 0.513123 0.034 Uiso 1 2 d R U P . .
N2 N 0.500000 0.500000 0.7152(16) 0.026(2) Uani 1 2 d S T P . .
H2A H 0.500000 0.500000 0.560813 0.031 Uiso 1 2 d R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 1.972(9) . ?
Zn1 O5 2.000(7) 4 ?
Zn1 O5 2.000(7) . ?
Zn1 O2 2.038(9) 5 ?
Zn2 O6 2.300(8) . ?
Zn2 O4 2.359(6) . ?
Zn2 O5 2.425(7) 1_554 ?
O1 C1 1.219(16) . ?
O2 C1 1.325(15) . ?
O3 C6 1.272(18) . ?
O4 C6 1.269(18) . ?
O5 C7 1.286(11) . ?
O6 C7 1.236(13) . ?
C1 C2 1.474(16) . ?
C2 C3 1.29(4) . ?
C2 N1 1.327(17) . ?
C3 C4 1.42(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.35(2) . ?
C4 H4 0.9299 . ?
C5 N1 1.366(16) . ?
C5 C6 1.467(18) . ?
C7 C8 1.472(11) . ?
C8 N2 1.369(9) . ?
C8 C9 1.379(11) . ?
C9 C9 1.40(2) 2_665 ?
C9 H9 0.9299 . ?
N1 H1A 0.9000 . ?
N2 H2A 0.9000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Zn1 O5 101.7(2) . 4 ?
O3 Zn1 O5 101.7(2) . . ?
O5 Zn1 O5 138.4(3) 4 . ?
O3 Zn1 O2 117.7(5) . 5 ?
O5 Zn1 O2 99.50(19) 4 5 ?
O5 Zn1 O2 99.50(19) . 5 ?
O6 Zn2 O4 89.9(3) . . ?
O6 Zn2 O5 110.0(3) . 1_554 ?
O4 Zn2 O5 72.2(3) . 1_554 ?
C1 O2 Zn1 102.3(7) . 5_544 ?
C6 O3 Zn1 124.4(10) . . ?
C6 O4 Zn2 126.9(6) . . ?
C6 O4 Zn2 126.9(6) . 4 ?
Zn2 O4 Zn2 87.5(3) . 4 ?
C7 O5 Zn1 118.6(6) . . ?
C7 O5 Zn2 132.0(6) . 1_556 ?
Zn1 O5 Zn2 102.5(2) . 1_556 ?
C7 O6 Zn2 144.2(6) . . ?
O1 C1 O2 125.7(10) . . ?
O1 C1 C2 121.4(11) . . ?
O2 C1 C2 112.9(11) . . ?
C3 C2 N1 107.7(19) . . ?
C3 C2 C1 128.9(19) . . ?
N1 C2 C1 123.4(12) . . ?
C2 C3 C4 110(3) . . ?
C2 C3 H3 126.1 . . ?
C4 C3 H3 123.5 . . ?
C5 C4 C3 104.3(18) . . ?
C5 C4 H4 126.9 . . ?
C3 C4 H4 128.8 . . ?
C4 C5 N1 107.4(12) . . ?
C4 C5 C6 129.7(13) . . ?
N1 C5 C6 122.8(13) . . ?
O3 C6 O4 122.4(14) . . ?
O3 C6 C5 116.7(13) . . ?
O4 C6 C5 120.9(13) . . ?
O6 C7 O5 125.1(8) . . ?
O6 C7 C8 119.2(8) . . ?
O5 C7 C8 115.6(8) . . ?
N2 C8 C9 107.5(7) . . ?
N2 C8 C7 121.2(7) . . ?
C9 C8 C7 131.2(8) . . ?
C8 C9 C9 107.6(5) . 2_665 ?
C8 C9 H9 126.1 . . ?
C9 C9 H9 126.3 2_665 . ?
C2 N1 C5 110.2(12) . . ?
C2 N1 H1A 124.4 . . ?
C5 N1 H1A 125.4 . . ?
C8 N2 C8 109.6(9) . 2_665 ?
C8 N2 H2A 125.2 . . ?
C8 N2 H2A 125.2 2_665 . ?

_refine_diff_density_max         1.838
_refine_diff_density_min         -1.493
_refine_diff_density_rms         0.207



# start Validation Reply Form
_vrf_PLAT341_9_b_sq_sq           
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02187 Ang. 
RESPONSE: Quality of the data is not enough to get high precision bond length.
;
_vrf_PLAT430_9_b_sq_sq           
;
PROBLEM: Short Inter D...A Contact  O4       ..O5       .       2.83 Ang.  
                                               1/2-x,y,-1+z  =      4_554 Check  
RESPONSE: There is no interaction between O4 and O5 generated by symmetry operations.
;

_vrf_PLAT987_9_b_sq_sq           
;
PROBLEM:  The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check 
RESPONSE: We performed BASF/TWIN refinement and did not observe 
any twinning phenomenon.
;
